NOT LEGAL OR FINANCIAL ADVICE. This tool compares present values on simplified assumptions. The right choice depends on your tax situation, financial discipline, liquidity needs, and the specific annuity offered. Consult a licensed attorney, a structured-settlement planner, and a tax professional before deciding.

When a claim resolves, you may be offered a choice: take a lump sum today, or a structured settlement that pays you guaranteed amounts over time (often tax-free in physical-injury cases). Salespeople on both sides argue their option is "worth more." This calculator settles it on an apples-to-apples basis — comparing the present value of the payment stream against the lump sum, with the option to credit the structure's tax-free advantage.

How the comparison works

The calculator discounts each future structured payment back to today's dollars using your discount rate, then compares that present value to the lump sum:

Key idea: A higher discount rate favors the lump sum (it assumes you can out-earn the structure); a conservative rate favors the structure. Since the structure is guaranteed, compare it to a safe after-tax return, not an optimistic stock-market return.

The trade-offs no calculator captures

Structured settlementLump sum
LiquidityLow — locked into a scheduleHigh — full control immediately
Taxes (physical injury)Payments generally tax-free, including growthPrincipal tax-free, but investment gains taxed
Overspending riskProtected — "spendthrift" benefitExposed — many lump sums are gone in a few years
Investment upsideFixed return set at fundingPotential to earn more (or lose) by investing
Big future expensesHard to access — may force a costly saleAvailable for a home, business, or care
InflationFixed unless a cost-of-living rider is purchasedYou manage inflation yourself

Worked example

Offer A: $250,000 lump sum. Offer B: $18,000/year for 20 years (tax-free), discounted at a 4.0% safe after-tax rate:

Total nominal structured payments (18k × 20)$360,000
Present value of structure @ 4.0%≈ $244,600
Lump sum$250,000
Edge before tax adjustmentLump sum, narrowly

On a pure present-value basis the lump sum edges ahead here — but once you credit the structure's tax-free guarantee (the $250k lump sum's growth would be taxed), the structure often pulls even or ahead, and it removes mismanagement risk. This is why the decision is rarely just the bigger number.

When each option tends to win

A structured settlement tends to fit when:

  • The injured person is young, catastrophically injured, or a minor needing lifelong income.
  • There is real risk of overspending or pressure from others to share a windfall.
  • Predictable, guaranteed, tax-free income matters more than flexibility.

A lump sum tends to fit when:

  • You have large near-term needs (home modification, medical equipment, paying off high-interest debt).
  • You are financially disciplined and can earn a safe after-tax return above the structure's implied rate.
  • You want full control and the option to invest or fund a business.

Many people choose a hybrid: part lump sum for immediate needs, part structured for guaranteed long-term income. That is frequently the most defensible plan. See our deep-dive on the real math behind structured settlements.

Frequently asked questions

Does the structure's tax-free status really change the math?

Yes, often decisively. If a lump sum would be invested in a taxable account, the structure's tax-free growth means you need a higher pre-tax return on the lump sum just to match it. The calculator's tax option approximates this advantage.

Can I change my mind after choosing a structure?

Not freely. Selling future payments on the secondary market requires court approval and is done at a steep discount, so a structure should be treated as a long-term commitment, not a reversible one.

Who actually pays the structured payments?

Typically a highly rated life-insurance company funds an annuity, with the obligation assigned to a qualified assignment company under IRC § 130. The annuity issuer's credit strength is part of evaluating the offer.

Sources: IRC § 104(a)(2) and § 130 (qualified structured settlements and assignments); IRS Publication 4345; state structured-settlement protection acts governing secondary-market sales; standard present-value methodology. Tax and legal treatment depend on facts and jurisdiction — verify with a licensed attorney and tax professional.

Built and last reviewed by Mustafa Bilgic (non-attorney operator) on 2026-06-26.

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